1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

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Chemical Name:1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose
CAS No.:1422959-03-2
Molecular Formula:C₂₉H₃₆N₄O₅Si
Molecular Weight:548.714
Hs Code.:

Synonyms:1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

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Chemical Property of 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

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Technology Process of 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

There total 5 articles about 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 1422959-02-1
1β-(2,4-dichloropyrimidin-5-yl)-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

: 55-21-0,27208-38-4
benzamide

: 1422959-03-2
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; Inert atmosphere; Schlenk technique;
DOI:10.1021/jo302768f

Reference yield:

: 1233209-66-9
1β-(2,4-dichloropyrimidin-5-yl)-1,2-dideoxy-2,3-didehydro-3-O-(tert-butyldimethylsilyl)-D-ribofuranose

: 1422959-03-2
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 0 °C

2: acetic acid; sodium tris(acetoxy)borohydride / acetonitrile / 0.25 h / 0 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Schlenk technique

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 24 h / 100 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile; 4: |Buchwald-Hartwig Coupling;
DOI:10.1002/chem.201904623

Reference yield:

: 1233209-68-1
1β-(2,4-dichloropyrimidin-5-yl)-1,2-dideoxy-D-ribofuranose

: 1422959-03-2
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Schlenk technique

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 24 h / 100 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide; 2: |Buchwald-Hartwig Coupling;
DOI:10.1002/chem.201904623